Pyridine → HCID 86736925, compound

HRID 2049470Notes

Reaction equation

HRID 2049470 reaction equation
[CH3:1][C:2](=O)[C:3]1[C@:20]2([CH3:21])[C@H:6]([C@H:7]3[C@H:17]([C:18](=[O:22])[CH2:19]2)[C@:15]2([CH3:16])[C@H:10]([CH2:11][CH:12]=[CH:13][CH2:14]2)[CH2:9][CH2:8]3)[CH2:5][CH:4]=1.[Cl-].[OH:25][NH3+:26].N1C=CC=CC=1>O>[N:26](=[C:2]([C:3]1[C@:20]2([CH3:21])[C@H:6]([C@H:7]3[C@H:17]([C:18](=[O:22])[CH2:19]2)[C@:15]2([CH3:16])[C@H:10]([CH2:11][CH:12]=[CH:13][CH2:14]2)[CH2:9][CH2:8]3)[CH2:5][CH:4]=1)[CH3:1])[OH:25]

Participants

5

Reactant 3

HCID 1049PyridineHCID 21645Hydroxylamine HClHCID 12796452HCID 12796452, compound

Product 1

HCID 86736925HCID 86736925, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5α-pregna-2,16-diene-11,20-dione (60 g), hydroxylammonium chloride (21 g) and anhydrous pyridine (240 ml) was left to stand at room temperature overnight before diluting with ice and water. The precipitate obtained was collected by filtration, washed with water and dried in vacuo at 80° (62 g.). Crystallisation from ethyl acetate afforded the title compound, m.p. 168°-182°, [α]D +137°.

Workup

  1. waitwas left
  2. customThe precipitate obtained
  3. filtrationwas collected by filtration
  4. washwashed with water
  5. customdried in vacuo at 80° (62 g.)
  6. customCrystallisation from ethyl acetate

Sources & evidence

ORD record
ord-6eae89936aac4bd7b6152ead60e521b3
Source dataset
uspto-grants-1980_04
Patent number
US04197296

Reaction notes

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